GB2316944A - New catechol derivatives - Google Patents

New catechol derivatives

Info

Publication number
GB2316944A
GB2316944A GB9723603A GB9723603A GB2316944A GB 2316944 A GB2316944 A GB 2316944A GB 9723603 A GB9723603 A GB 9723603A GB 9723603 A GB9723603 A GB 9723603A GB 2316944 A GB2316944 A GB 2316944A
Authority
GB
United Kingdom
Prior art keywords
carboxy
alkyl
branched
straight chain
aryl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB9723603A
Other versions
GB2316944B (en
GB9723603D0 (en
Inventor
Jarmo Johan Pystynen
Anne Maria Luiro
Timo Lotta
Martti Ovaska
Jukka Vidgren
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Orion Oyj
Original Assignee
Orion Yhtyma Oy
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GBGB9510481.6A external-priority patent/GB9510481D0/en
Application filed by Orion Yhtyma Oy filed Critical Orion Yhtyma Oy
Priority to GB9723603A priority Critical patent/GB2316944B/en
Publication of GB9723603D0 publication Critical patent/GB9723603D0/en
Publication of GB2316944A publication Critical patent/GB2316944A/en
Application granted granted Critical
Publication of GB2316944B publication Critical patent/GB2316944B/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/74—Unsaturated compounds containing —CHO groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compounds of formula (I), wherein R 1 is an electronegative substituent, preferably nitro, cyano, formyl or carboxy, R 2 is -A-R 4 , wherein A is branched or straight chain C 1-9 alkylene and R4 is carboxy or 5-tetrazolyl, R5 or CO-R5, wherein R5 is phenyl or C3-7 cycloalkyl which is substituted by at least one carboxy or 5-tetrazolyl; R 3 is an electronegative substituent, preferably nitro, cyano, halogen, formyl, carboxy, C 1-5 alkyl carbonyl, aryl carbonyl or SO 2 R 6 , wherein R 6 is branched or straight chain C 1-5 alkyl aryl alkyl, aryl or NR 7 R 8 , wherein R 7 and R 8 are independently hydrogen, branched or straight chain C 1-5 alkyl or together form a C 3-6 ring or a pharmaceutically acceptable ester or salt thereof, their preparation, use and pharmaceutical compositions comprising them are described. The compounds are peripheral, long acting COMT (catechol-O-methyl transferase) inhibitors and are useful e.g. in the treatment of Parkinson's disease and hypertension.
GB9723603A 1995-05-24 1996-05-23 New catechol derivatives Expired - Lifetime GB2316944B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB9723603A GB2316944B (en) 1995-05-24 1996-05-23 New catechol derivatives

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB9510481.6A GB9510481D0 (en) 1995-05-24 1995-05-24 New catechol derivatives
PCT/FI1996/000295 WO1996037456A1 (en) 1995-05-24 1996-05-23 New catechol derivatives
GB9723603A GB2316944B (en) 1995-05-24 1996-05-23 New catechol derivatives

Publications (3)

Publication Number Publication Date
GB9723603D0 GB9723603D0 (en) 1998-01-07
GB2316944A true GB2316944A (en) 1998-03-11
GB2316944B GB2316944B (en) 1999-01-20

Family

ID=26307082

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9723603A Expired - Lifetime GB2316944B (en) 1995-05-24 1996-05-23 New catechol derivatives

Country Status (1)

Country Link
GB (1) GB2316944B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2607493A1 (en) * 1986-11-28 1988-06-03 Orion Yhtymae Oy NOVEL PHARMACOLOGICALLY ACTIVE COMPOUNDS, PROCESSES FOR PREPARING THEM AND COMPOSITIONS CONTAINING SAME

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2607493A1 (en) * 1986-11-28 1988-06-03 Orion Yhtymae Oy NOVEL PHARMACOLOGICALLY ACTIVE COMPOUNDS, PROCESSES FOR PREPARING THEM AND COMPOSITIONS CONTAINING SAME

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Journal of Medicinal Chemistry, 1989, Vol. 32, pages 841-846 *

Also Published As

Publication number Publication date
GB2316944B (en) 1999-01-20
GB9723603D0 (en) 1998-01-07

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Legal Events

Date Code Title Description
PE20 Patent expired after termination of 20 years

Expiry date: 20160522